Ethyl 2-(6-chloro-3-(4-fluorophenyl)-3,4-dihydro-2-(1H-1,2,4-triazol-1-yl)quinazolin-4-yl)acetate

ID: ALA2289217

PubChem CID: 76323928

Max Phase: Preclinical

Molecular Formula: C20H17ClFN5O

Molecular Weight: 397.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(=O)CC1c2cc(Cl)ccc2N=C(n2cncn2)N1c1ccc(F)cc1

Standard InChI:  InChI=1S/C20H17ClFN5O/c1-2-16(28)10-19-17-9-13(21)3-8-18(17)25-20(26-12-23-11-24-26)27(19)15-6-4-14(22)5-7-15/h3-9,11-12,19H,2,10H2,1H3

Standard InChI Key:  HKUBUECTJGVQAY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.6027  -10.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8800   -9.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1876  -10.1381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8499   -8.8840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6950  -12.5334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3875  -12.0972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3554  -11.2830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6328  -10.9013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9423  -11.3339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2197  -10.9523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5272  -11.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5593  -12.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2819  -12.5843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9724  -12.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0479  -10.8468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0218  -13.4093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7953  -13.6752    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2883  -13.0235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8197  -12.3547    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0391  -12.5907    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8041  -11.0077    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.7699  -11.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4619  -10.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4307   -9.9793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7018   -9.5981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0128  -10.0358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4647   -9.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1216   -9.5428    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  5 14  1  0
  9 14  2  0
  7 15  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 16 20  1  0
  6 20  1  0
  1  8  1  0
 11 21  1  0
 15 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 15  1  0
  3 27  1  0
 24 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289217

   1-[6-chloro-3-(4-fluorophenyl)-2-(1,2,4-triazol-1-yl)-4H-quinazolin-4-yl]butan-2-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 397.84

Molecular Weight (Monoisotopic): 397.1106

AlogP: 4.54

#Rotatable Bonds: 4

Polar Surface Area: 63.38

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.30

CX LogP: 4.04

CX LogD: 4.04

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.65

Np Likeness Score: -1.39

References

1. Li WJ, Li Q, Liu DL, Ding MW..  (2013)  Synthesis, fungicidal activity, and sterol 14α-demethylase binding interaction of 2-azolyl-3,4-dihydroquinazolines on Penicillium digitatum.,  61  (7): [PMID:23350742] [10.1021/jf305355u]

Source

Source(1):

• Scientific Literature